One-pot production of 5-hydroxymethylfurfural from cellulose using solid acid catalysts

Shirai, Hisakazu; Ikeda, Saki; Qian, Eika W.

doi:10.1016/j.fuproc.2016.10.005

Cited by 31 publications

(17 citation statements)

References 18 publications

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“…In particular, 5-hydroxymethylfurfural (HMF) is considered as one of the most important bio-based compounds [7]. HMF may be obtained by the dehydration of model compounds, including monosaccharides, such as glucose [8][9][10][11] and fructose [11][12][13][14][15], polysaccharides, such as inulin [12,13,16], starch [11,15] and cellulose [11,15,17,18] and, more advantageously, real lignocellulosic biomasses, such as corn stover, pinewood, switchgrass and poplar [14,19]. The presence of different reactive groups (an aldehyde group, a hydroxyl group and a furan ring) makes HMF a very important platform-chemical, precursor of bio-fuels, such as 2,5-dimethylfuran (DMF) [20,21], 5-ethoxymethylfurfural (EMF) [22] and long chain alkanes [23].…”

Section: Introductionmentioning

confidence: 99%

Insight into the hydrogenation of pure and crude HMF to furan diols using Ru/C as catalyst

Fulignati

Antonetti

Licursi

et al. 2019

Applied Catalysis A: General

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5-hydroxymethylfurfural (HMF) is one of the most important renewable platform-chemicals, a very valuable precursor for the synthesis of bio-fuels and bio-products. In this work, the hydrogenation of HMF to two furan diols, 2,5-bis(hydroxymethyl)furan (BHMF) and 2,5-bis(hydroxymethyl)tetrahydrofuran (BHMTHF), both promising renewable monomers, was investigated. Three commercial catalysts, Ru/C, Pd/C and Pt/C, were tested in the hydrogenation of aqueous HMF solutions (2-3 wt%), using a metal loading of 1 wt% respect to HMF content. By appropriate tuning of the process conditions, either BHMF or BHMTHF were obtained in good yields, and Ru/ C resulted the best catalyst for this purpose, allowing us to obtain BHMF or BHMTHF yields up to 93.0 and 95.3 mol%, respectively. This catalyst was also tested for in the hydrogenation of a crude HMF-rich hydrolyzate, obtained by one-pot the dehydration of fructose. The influence of each component of this hydrolyzate on the hydrogenation efficiency was investigated, including unconverted fructose, rehydration acids and humins, in order to improve the yields towards each furan diol. Moreover, ICP-OES and TEM analysis showed that the catalyst was not subjected to important leaching and sintering phenomena, as further confirmed by catalyst recycling study.

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Section: Introductionmentioning

confidence: 99%

Insight into the hydrogenation of pure and crude HMF to furan diols using Ru/C as catalyst

Fulignati

Antonetti

Licursi

et al. 2019

Applied Catalysis A: General

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“…Meanwhile, it was clear that the HMF yield had a slow decrease that further prolonged reaction time at 140°C, indicating that the product HMF was not very stable at a high temperature and a long time. It is possible due to the rehydration of HMF into levulinic acid (LA) or other byproducts [27][28][29]. Overall, a temperature of 140°C and time of 60 min were proper for fructose dehydration to HMF using the S-AlMo catalyst.…”

Section: E Ect Of Reaction Time and Temperature On Fructosementioning

confidence: 99%

Catalytic Transfer of Fructose to 5-Hydroxymethylfurfural over Bimetal Oxide Catalysts

Zhang

Liu

Yang

et al. 2019

International Journal of Chemical Engineering

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Direct conversion of fructose into 5-hydroxymethylfurfural (HMF) is achieved by using modified aluminum-molybdenum mixed oxide (S-AlMo) as solid acid catalysts. The synthesized catalyst was characterized by powder XRD, nitrogen adsorption-desorption isotherm, NH3-TPD, and SEM. As a result, the presence of strong acidity, mesostructures, and high surface area in the S-AlMo catalyst was confirmed by nitrogen adsorption-desorption isotherm and NH3-TPD studies. A study by optimizing the reaction conditions such as catalyst dosage, reaction temperature, and time has been performed. Under the optimal reaction conditions, HMF was obtained in a high yield of 49.8% by the dehydration of fructose. Moreover, the generality of the catalyst is also demonstrated by glucose and sucrose with moderate yields to HMF (24.9% from glucose; 27.6% from sucrose) again under mild conditions. After the reaction, the S-AlMo catalyst can be easily recovered and reused four times without significant loss of its catalytic activity.

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“…Nowadays, the world has been confronted with environmental and economic crises, which are related to the dependence of human activities on petroleum-derived fuels and chemicals. Moreover, conventional petroleum reservoirs are likely to be depleted in the future [1][2][3]. Lignocellulosic biomass, mainly consisting of cellulose (40-50 wt.%), is an abundant renewable resource for sustainable production of energy, fuels, and chemicals based on the biorefinery concept.…”

Section: Introductionmentioning

confidence: 99%

Glucose Conversion into 5-Hydroxymethylfurfural over Niobium Oxides Supported on Natural Rubber-Derived Carbon/Silica Nanocomposite

2021

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5-Hydroxymethylfurfural (HMF) is one of the most important lignocellulosic biomass-derived platform molecules for production of renewable fuel additives, liquid hydrocarbon fuels, and value-added chemicals. The present work developed niobium oxides (Nb2O5) supported on mesoporous carbon/silica nanocomposite (MCS), as novel solid base catalyst for synthesis of HMF via one-pot glucose conversion in a biphasic solvent. The MCS material was prepared via carbonization using natural rubber dispersed in hexagonal mesoporous silica (HMS) as a precursor. The Nb2O5 supported on MCS (Nb/MCS) catalyst with an niobium (Nb) loading amount of 10 wt.% (10-Nb/MCS) was characterized by high dispersion, and so tiny crystallites of Nb2O5, on the MCS surface, good textural properties, and the presence of Bronsted and Lewis acid sites with weak-to-medium strength. By varying the Nb loading amount, the crystallite size of Nb2O5 and molar ratio of Bronsted/Lewis acidity could be tuned. When compared to the pure silica HMS-supported Nb catalyst, the Nb/MCS material showed a superior glucose conversion and HMF yield. The highest HMF yield of 57.5% was achieved at 93.2% glucose conversion when using 10-Nb/MCS as catalyst (5 wt.% loading with respect to the mass of glucose) at 190 °C for 1 h. Furthermore, 10-Nb/MCS had excellent catalytic stability, being reused in the reaction for five consecutive cycles during which both the glucose conversion and HMF yield were insignificantly changed. Its superior performance was ascribed to the suitable ratio of Brønsted/Lewis acid sites, and the hydrophobic properties generated from the carbon moieties dispersed in the MCS nanocomposite.

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One-pot production of 5-hydroxymethylfurfural from cellulose using solid acid catalysts

Cited by 31 publications

References 18 publications

Insight into the hydrogenation of pure and crude HMF to furan diols using Ru/C as catalyst

Insight into the hydrogenation of pure and crude HMF to furan diols using Ru/C as catalyst

Catalytic Transfer of Fructose to 5-Hydroxymethylfurfural over Bimetal Oxide Catalysts

Glucose Conversion into 5-Hydroxymethylfurfural over Niobium Oxides Supported on Natural Rubber-Derived Carbon/Silica Nanocomposite

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